Chaplin, CT Houses for Sale

/40
$325,000 Coming Soon
- 3 Beds
- 1 Bath
- 1,052 Sq Ft
293 Willimantic Rd, Chaplin, CT 06235

Welcome home to your countryside house on a hill. 1.9 acres nestled up and away from the rush of traffic, a place to hear the world go by, while you appreciate all the nature that surrounds you. Your lovingly maintained ranch home backs directly but discretely onto the scenic Airline Trail-perfect for hiking, biking, and horseback riding right from your backyard. With Mansfield Hollow and

Stephen Daly

LPT Realty

(860) 485-7414

293 Willimantic Rd, Chaplin, CT 06235
Explore Chaplin
/40
$599,000
- 3 Beds
- 2 Baths
- 1,979 Sq Ft
69 N Bedlam Rd, Chaplin, CT 06235

Welcome to your Quintessential New England Equestrian Trial Riders Dream property! Featuring a lovingly preserved and updated antique Cape Cod home, a 40x50' newer five-stall barn with heated tack room and workshop located on a country road with almost 6 private acres of picturesque fenced pasture land adjacent to over 200 acres of preserved forest land and trails. Mansfield Hollow State Park is

Tammy Lucier

eXp Realty

(860) 553-9423

69 N Bedlam Rd, Chaplin, CT 06235
/40
$853,500
- 4 Beds
- 2.5 Baths
- 3,212 Sq Ft
287 S Bear Hill Rd, Chaplin, CT 06235

If you are looking for everything this is the home for you. Home sits on 3.39 acres of beautiful land with a 36x48 barn that has 2 stalls but could be 6, or if you want a kennel it is set up with 5 doggy doors into barn has water and electric and can be heated if you want. Nice areas for pasture and also a chicken coop with water and electric. The home has been completely renovated in the last 2

Jeanne Crum Home Selling Team

287 S Bear Hill Rd, Chaplin, CT 06235
/11
$349,900
- 4 Beds
- 2 Baths
- 2,128 Sq Ft
140 Federal Rd, Chaplin, CT 06235

Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $3,499 back in closing costs credits OR $2,042 per month at an exceptional financing rate of 5.75% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits Beautiful home in a highly sought-after location! Featuring a stunning granite

Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

140 Federal Rd, Chaplin, CT 06235
/6
$229,000
- 2 Beds
- 1 Bath
- 928 Sq Ft
Unlisted Address

House, garage and 3 additional lots being sold as 1-sale. House is in very poor condition and not livable as it sits. Total acres are 19.46. Do not access the house without permission! Driveway turn around is available, do not proceed to last house's driveway!

Roberta Cardinal RbRE, LLC

Unlisted Address
/34
$499,900
- 2 Beds
- 1.5 Baths
- 2,954 Sq Ft
192 Palmer Rd, Chaplin, CT 06235

Tucked away at the end of a long, private driveway, this sprawling 2-bedroom ranch offers the ultimate in privacy and tranquility. Set on a picturesque 4-acre lot surrounded by nature, this home is perfect for those seeking a peaceful retreat with room to roam. Inside, you'll find a spacious and flexible floor plan with generous living areas, large windows that bring the outdoors in, and the ease

Lisa Barstow Simply Sold Real Estate

192 Palmer Rd, Chaplin, CT 06235

Connecticut Windham County Chaplin

Why Live in Chaplin

Chaplin, nestled in the rolling hills of northeastern Connecticut, provides a rural lifestyle with the Natchaug River running through its center. This small Windham County community, home to fewer than 2,200 residents, is surrounded by state-owned forests, offering a peaceful setting. Properties in Chaplin are spacious, often covering several acres, and feature a variety of home styles including ranch-style homes, Cape Cods, farmhouses, and historic 19th-century houses in the Chaplin Historic District. The crime risk in Chaplin is lower than the national average. For higher education, the University of Connecticut and Eastern Connecticut State University are less than 10 miles away. Outdoor activities abound with Edward Garrison Park, which includes a playground, baseball diamond, and disc golf course, as well as Hubbard Sanctuary and Agnes’ Pasture with nearly 2 miles of trails. Diana’s Pool, a popular spot along the Natchaug River, and Mansfield Hollow State Park, just over 5 miles away, offer additional recreational opportunities. Dining options in Chaplin include The Baker’s Dozen and Blondie’s Country Diner, while shopping needs are met in nearby Windham, about 7 miles away. Chaplin is accessible via State Route 198 and U.S. Route 6, with regional bus services and a park-and-ride lot available for commuters.

Learn more about living in Chaplin

Home Trends in Chaplin, CT

On average, homes in Chaplin, CT sell after 46 days on the market compared to the national average of 52 days. The median sale price for homes in Chaplin, CT over the last 12 months is $353,000, up 14% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$353,000

Median Single Family Sale Price

$349,900

Median Townhouse Sale Price

$442,000

Average Price Per Sq Ft

$239

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

3.80

Median List Price

$349,900

Median Change From 1st List Price

Median Home Sale Price YoY Change

14%

How to Buy a Home How to Finance a Home How to Sell a Home

In Chaplin, there are currently 6 houses for sale, offering an array of options for potential buyers. With houses priced between $229,000 to $853,500, there's a range to accomodate every budget. As of August, 2025 the median home price in Chaplin is $349,900, while the average sale price is $364,600, offering insights into the local housing market. On average, houses spend 46 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Chaplin, CT and find the perfect place to call home.

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